59467-77-5

Usage

Uses

Used in Veterinary Medicine:
Climazolam is used as an anesthetic agent for various animals, including dogs, cattle, sheep, horses, and dogs. It is particularly effective when used in combination with other anesthetic agents such as ketamine. In horses, the combination of climazolam and ketamine has been used by constant rate infusion (CRI) to produce total intravenous anesthesia (TIVA), with climazolam being reversed with sarmazenil at the end of surgery to facilitate a rapid recovery.
Used in Anesthetic Combinations:
Climazolam is used as a component of anesthetic combinations to provide effective anesthesia for surgical procedures in animals. It is often combined with other anesthetic agents to enhance the overall anesthetic effect and improve the safety and efficacy of the procedure.
Used in Dogs:
Climazolam (1.0–1.5 mg/kg) has been used in combination with fentanyl (0.005–0.015 mg/kg) for anesthesia in dogs, providing a balanced anesthetic regimen that ensures proper sedation and pain management during surgical procedures.

Indications

Climazolam: an injectable benzodiazepine approved in Europe for anesthesia in dogs and cats, for example, as premedication with an opioid or for induction with ketamine.Climazolam is a possible alternative to midazolam, but its use will require a relaxing of the import regulations by Health Canada and of the minimum practice standards of the OMVQ (which encourages the use of approved drugs), since it is not approved in Canada.If climazolam were approved in Canada (it is approved in Europe for dogs and cats), it could replace diazepam or midazolam in combination with ketamine or other induction agents.

Overdosage

Dose (mg/kg): 0.5–2.0 IM, IVComments: In combination with an opioid or anaesthetic agent

InChI:InChI=1/C18H13Cl2N3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3

Synthetic route

8-chloro-6-(2-chlorophenyl)-3a,4-dihydro-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine (59467-76-4) → 8-chloro-6-(2-chloro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine (59467-77-5)

Conditions	Yield
With enzyme-containing bacterial cell from Arthrobacter sp. at 25℃; for 35h; pH=6.5; Concentration; Enzymatic reaction;	89%
With manganese dioxide In toluene

2-aminomethyl-7-chloro-5-(2-chlorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine → 8-chloro-6-(2-chloro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine (59467-77-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 3 h / Sonication 2: enzyme-containing bacterial cell from Arthrobacter sp. / 35 h / 25 °C / pH 6.5 / Enzymatic reaction View Scheme

Upstream product

• 59467-76-4 8-chloro-6-(2-chlorophenyl)-3a,4-dihydro-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine 

Relevant academic research and scientific papers

Benzodiazepines method for the preparation of compound

The invention relates to a method for preparing benzodiazepine compounds, and discloses a method for preparing 8-R2-6-(2-R1-phenyl)-1-methyl-3a,4-dihydro-3H-imidazo[1,5-a][1,4] benzodiazepine (midbody II) and 8-R2-6-(2-R1-phenyl)-1-methyl-4H-imidazo[1,5-a][1,4] benzodiazepine (product III), wherein R is hydrogen, fluorine, chlorine, bromine or iodine; R2 is fluorine, chlorine, bromine or iodine. The midbody II is prepared from 7-R2-5-(2-R1-phenyl)-2-aminomethyl-2,3-dihydro-1H-[1,4] benzodiazepine and triethyl orthoacetate as raw materials through ultrasonic reaction; the product III is prepared by performing enzyme dehydrogenation on the midbody II. By adopting the technical scheme of the invention, the dehydrogenation reaction selectivity is improved, and the reaction yield is improved.

PROCESS FOR THE SYNTHESIS OF 4H-IMIDAZO [1,5-a] [1,4] BENZODIAZEPINES, IN PARTICULAR MIDAZOLAM AND SALTS THEREOF

The present invention refers to a process for the preparation of 4H-imidazo[1,5-a][1,4]benzodiazepines, in particular Midazolam, through an efficient and selective decarboxylation reaction of the derivative compound of the 5-aminomethyl-1-phenyl-1H-imidazole-4-carboxylic acid of formula (II) avoiding the formation of the 6H-imidazo[1,5-a][1,4]benzodiazepines by-products and the ensuing process for the isomerisation of a 4H-imidazo[1,5-a][1,4]benzodiazepine product.

Process for the synthesis of 4H-imidazo[1,5-a][1,4]benzodiazepines, in particular midazolam and salts thereof

The present invention refers to a process for the preparation of 4H-imidazo[1,5-a] [1,4]benzodiazepines, in particular Midazolam, through an efficient and selective decarboxylation reaction of the derivative compound of the 5-aminomethyl-1-phenyl-1H-imidazole-4-carboxylic acid of formula (II) avoiding the formation of the 6H-imidazo[1,5-a][1,4]benzodiazepines by-products and the ensuing process for the isomerisation of a 4H-imidazo[1,5-a][1,4]benzodiazepine product.

Imidazodiazepines and processes therefor

Novel Imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. An especially preferred genus included within the purview of the invention encompasses a compound of the formula STR1 wherein R1 is hydrogen and lower alkyl preferably methyl; R3 and R5 are hydrogen; R4 is hydrogen, nitro and halogen, most preferably, chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof, R6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably, halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R2 is hydrogen and lower alkyl.